Tetrahydro-4-methyl-2-(2-methylpropen-1-yl)pyran (CAS 16409-43-1) — Woody Middle Note Fragrance Ingredient
Tetrahydro-4-methyl-2-(2-methylpropen-1-yl)pyran
CAS 16409-43-1
What Is Tetrahydro-4-methyl-2-(2-methylpropen-1-yl)pyran?
Tetrahydro-4-methyl-2-(2-methylpropen-1-yl)pyran is a synthetic fragrance ingredient used to add woody, floral nuances to perfumes. Consumers encounter it in air fresheners and fabric conditioners. Its balanced profile makes it versatile for creating modern scent accords.
Safety Profile
GENERALLY SAFEWhat Does Tetrahydro-4-methyl-2-(2-methylpropen-1-yl)pyran Smell Like?
This molecule offers a clean woody-floral character with subtle green undertones. Imagine the crispness of freshly cut stems blending with the warmth of sun-baked woods. The dry-down reveals a soft, slightly sweet persistence.
2D Molecular Structure
SMILES: CC1CCOC(C1)C=C(C)C
Chemistry, Properties & Perfumer Guide
The Chemistry
Tetrahydro-4-methyl-2-(2-methylpropen-1-yl)pyran belongs to the pyran class of heterocyclic compounds. It’s synthesized through Diels-Alder reactions or hydrogenation of corresponding pyrans. The methylpropenyl side chain contributes to its volatility and odor characteristics.
Physical & Chemical Properties
| Boiling Point | Not available |
|---|---|
| Density | Not available |
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 1-5% | Up to 10% | Used as floral-woody modifier |
| Functional Products | 0.5-2% | Up to 5% | Provides clean background note |
Classic Accords
Tip: Use with citrus notes to brighten woody compositions.
Alternatives & Comparisons
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
No specific restrictions under current IFRA standards.
RIFM Assessment
No RIFM safety assessment currently available.
Sustainability
As a synthetic material, production can be optimized for minimal environmental impact. Manufacturers should follow green chemistry principles in synthesis.
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Ingredient Data Sheet
CAS 16409-43-1Physical Properties
| Molecular Weight | 154.25 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 2.9🔬 PubChem |
| Boiling Point | 86 °C🔬 EPA CompTox |
| Vapor Pressure | 0.3975 mmHg @ 25°C📊 OPERA |
| Flash Point | 64 °C🔬 EPA CompTox |
| Involatility Index | 0.0345💻 Calculated |
| log Kp (skin permeability) | -1.582💻 Calculated |
| SMILES | CC1CCOC(C1)C=C(C)C🔬 PubChem |
Volatility & Performance
| Fragrance Note | Top💻 Calculated |
| Volatility Class | Slow💻 Calculated |
| Persistence Score | 0.7 / 5💻 Calculated |
Odor & Flavor
| Primary Descriptors | earthygreenrose• leffingwell |
| Functional Groups | etheralkene💻 RDKit |
| “Penetrating and very diffusive, gassy-green or "hard" green, floral odor of poor tenacity. The resemblance to Geranium appears only upon dilution of the Rose oxide, and best in a composition. The diluted material has also a Rose-like character. Certain materials have a less gassy, more "bread-like" topnote, which is warmer and more pleasant than the "gassy" type of odor.”📖 Arctander | |
| Tetrahydro-4-methyl-2-(2-methylpropen-1-yl)pyran has a powerful distinctive geranium topnote.📖 Fenaroli | |
Regulatory Status
| IOFI Classification | Nature Identical📖 Fenaroli |
Physical data: PubChem (NIH/NLM), U.S. EPA CompTox Dashboard, EPA OPERA models, RDKit. Odor & flavor: Arctander (Perfume & Flavor Chemicals), Fenaroli's Handbook of Flavor Ingredients, Leffingwell. Thresholds: van Gemert (Compilations of Odour Threshold Values). Regulatory: IFRA Standards 51st, FEMA GRAS. Trade names: Surburg (Common Fragrance & Flavor Materials). All data compiled and cross-referenced for perfumertools.com.
Physicochemical Properties
DTXSID: DTXSID1051771
Physical Properties
| Molecular Weight | 154.253 g/mol🔬 EPA CompTox |
| Density | 0.883 g/cm^3🔬 EPA CTX |
| Boiling Point | 230 °C🔬 EPA CTX |
| Melting Point | -28.712 °C📊 OPERA |
| Flash Point | 64.5 °C🔬 EPA CTX |
| Refractive Index | 1.496 Dimensionless📊 OPERA |
| Molar Volume | 169.683 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 3.45 Log10 unitless🔬 EPA CTX |
| LogD (pH 5.5) | 3.768 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 3.768 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 4.74 Log10 unitless📊 OPERA |
| Water Solubility | 0.005 mol/L🔬 EPA CTX |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.488 mmHg🔬 EPA CTX |
| Viscosity | 1.529 cP📊 OPERA |
| Surface Tension | 27.034 dyn/cm📊 OPERA |
| Thermal Conductivity | 119.265 mW/(m*K)📊 OPERA |
Molecular Descriptors
| Topological Polar Surface Area | 9.23 Ų💻 Computed |
| H-Bond Donors | 0 count💻 Computed |
| H-Bond Acceptors | 1 count💻 Computed |
| Rotatable Bonds | 1 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 49.593 cm^3/mol📊 OPERA |
| Polarizability | 19.66 Å^3📊 OPERA |
Data Sources:
🔬 EPA Experimental data from U.S. EPA CompTox Chemicals Dashboard & CTX APIs. 📊 OPERA Predicted using EPA's OPERA QSAR models. 💻 Computed Calculated from SMILES using RDKit.
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